
Holiday rentals with a pool in Okaloosa County
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Top-rated rentals with a pool in Okaloosa County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

The Merry Whale on The Emerald Coast
Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

1203 Oceanfront Pelican Beach: Fab Loc Pools/HTubs
1 Bed 2 Bath (Sleeps 6) NO PETS! Non-Negotiable rates. Location! Easy access to attractions! Direct access on the beach without having to cross the street. Pelican Beach Resort 1203 is a newly renovated 1-bedroom condo with stunning Gulf of Mexico views from your private balcony, an open-concept living area, and comfortable sleeping accommodations for up to 6 guests. The fully equipped kitchen is designed with a bar that overlooks the living area for entertaining or enjoying a casual meal.

Waterfront cozy condo with king bed & resort pool
Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

BELIEVE! Great location! Charming/ sexy 1BD condo
ROMANTIC & charming 1 bed condo IDEAL for a COUPLE looking for FUN in an INTIMATE beautifully cured, clean, equipped, comfortable yet affordable getaway condo. In the HEART of Destin, FL within 1.5 miles of its BREATHTAKING BEACHES the complex has 3 pools (one heated), a lake and tennis courts. Ideally located, you can walk to fast food restaurants, ice-cream, liquor & souvenir store, etc. Within a 2 mi radius bars, food, gokarts, waterpark, bowling, nightclub, groceries, pharmacy, shopping.

Beachfront! Newly remodeled! Right on the beach!
Beachfront top floor unit, on a private beach, in two story building gives unobstructed sunset/ocean views. Located on soft white sand with on-site free parking. Perks of choosing this unit include gated resort with pools, beach service included (Mar.-Oct.), tennis courts, pickle ball, and par 3 golf course (included). Unit has fully functional kitchen and wifi included. Master bedroom beach/sunset views! Sleeps 4 adults with use of sofa bed in living area and additional cot-sized bunkbeds.

Waterfront Villa/Pool/King Bed/ 3 min to Beach!
Beach Villa Duplex nestled in the heart of Destin, FL, this ground-level 2-bedroom/2-bath is the perfect retreat. Wake up to serene lake views from your balcony and enjoy the convenience of being just steps from the pristine white sand beach. Each bedroom features plush beds, while the fully equipped kitchen makes dining effortless. Relax by the community pool or savor tranquil evenings on your private patio. This villa combines coastal charm with modern comfort for an unforgettable escape.

Luxview
The Luxview was completely remodeled with a special attention to detail to make your stay exclusive. The warm and welcoming atmosphere is ideal for couples romantic gateway. Located in the HEART of Destin, within 2 minutes drive to the stunning beaches. The complex has 3 pools, a lake and a tennis court. Ideally located, you can walk to restaurants, shopping or to Big Kahuna's Water Park. Enjoy coffee and breakfast at sunrise or have a drink outside at night on the nice lakeview balcony.

Beautiful renovated cottage. Big backyard w/ Pool
Unwind in this fully renovated cedar cottage for an unforgettable stay. Located just 3.5 miles from the powder-sand beaches of Okaloosa Island. The property features a large backyard with a pool and plenty of room for grilling, lounging by the pool or for kids to play. The interior is cozy and modern with comfortable sleeping arrangements and a fully-equipped kitchen. With prime location, fantastic outdoor amenities and cozy interior, this is the perfect place to call home during your stay!

B103 Coastal Connection at Pirates Bay
Beautifully decorated first floor condo is perfect for your beach vacation. The condo sleeps 4 comfortably with a queen bed and a full size love seat sleeper with memory foam mattress! If you like to cook the condo has a full kitchen but if you would rather not, there are several restaurants with water views located very close by. In less than 10 minutes you can be on Okaloosa Island enjoying the white sand beaches, Gulfarium Marine Adventure Park, or Wild Willies Adventure Zone! Book now!

Just For You In Fort Walton Beach
Free parking. elevator access, Aquamarine w/white décor. tile floors. studio with 1 queen bed, 2 smart TVs, intercoastal waterway view, off-street parking, 24-hour security, swimming pool, picnic/bbq area, cable TV, wifi, full bath, fully-equipped kitchen, microwave, convection oven. Balcony for viewing waterfront. Viewing area for sunset. No pets allowed. No service animals allowed due to guests' allergies which can cause physical reactions. NO CAMERAS ANYWHERE INSIDE THE CONDO.

Luxury Destin 1BR Jetty East Beach Resort Condo
Discover a tranquil retreat at Jetty's East in Destin, Florida. Unit 104A is a charming 1-bedroom condo located within this beachfront complex. Enjoy direct beach access just steps away. Relax in the comfortable living area, prepare meals in the fully equipped kitchen, and unwind in the cozy bedroom. Take advantage of the resort amenities, including a pool, hot tub, tennis courts, and fitness center. Explore nearby attractions, shops, and restaurants for a delightful beach getaway.

3 Min Walk to the Beach, Beach Svc, Sandpiper Cove
***Beach service at our private beach for 2 included**** A beautifully decorated studio condo that sleeps 4 comfortably. It includes a queen size bed and queen size sleeper sofa with a memory foam mattress. Not to mention a breakfast bar and 55” TV with surround sound. You can stand on the back deck and see views of the sugary white sand beaches that are right across the street from our place. Beach service at our private beach for 2 included from March-October.
Popular amenities for Okaloosa County rentals with a pool
House rentals with a pool

Destin - Beach and Gulf View - 5A

Sugar Sand Cottage at Destin Pointe

Private Pool - Golf Cart - Block to Beach - Destin

FreeGolfCart!/PrivatePool!/Walktobeach!/Sleeps 10!

Emerald Oasis: Hot Tub + Sleeps 18 + Pool+ Grill

Dreamy Destin Stay: Golf Cart + Resort Amenities

Harbor Central Penthouse

Destin's most adored home!
Apartment rentals with a pool

Gorgeous/Pet friendly 3 bed 2 bath pool near beach

Walk to beach, 1 bedroom, beach service included!

🏝 Penthouse Ocean View • Private Beach Access 🏝

190ft to the Beach w/ XL Balcony!

Stylish 2BR Condo w/ Pool + Beach Gear

Condo on a Golf Course, 5 Minute Walk to Pvt Beach

18th Floor Pelican Beachfront with Ocean View

Breathtaking views! 2024 updated condo in Destin
Other holiday rentals with a pool

Make memories at 274

1605 Oceanfront Pelican Beach: Fab Loc Pools/HTubs

Crystal Sands 316A - Beachfront Free Beach Service

Unit #6 Waterfront + Heated Pool and Spa Access

314 Island Princess - Beach, Pool, Spa, Balcony!

Top Floor Waterfront View Studio

The Funky Monk

Beach Oasis - Pool, FREE Golf Cart & Cruiser Bikes
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pensacola Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- Gulfarium Marine Adventure Park
- The Track - Destin
- Camp Helen State Park
- Henderson Beach State Park
- Village of Baytowne Wharf
- The Boardwalk on Okaloosa Island
- Johnson Beach
- Pensacola Beach Boardwalk
- Pensacola Bay Center
- Destiny East
- Point Washington State Forest
- Lost Key Golf Club
- Topsail Hill Preserve State Park
- Jade East Towers




